20ms? You sure? That sounds a bit high doesn’t it?
I get 2.4ms recording off set with the Digitakt and Cubase 9.
I synced my Digitakt with midi clock from my DAW (Cubase) using a Sync-Gen II Pro (uses audio to get jitter free midi clock from a DAW) and recording the processing delay was 138 samples in average. For monitoring I go directly through the audio card.
Also tried having the Digitakt as midi clock master to NI Maschine and that worked very well. Midi clock and transport sync + midi tracks playing plug-in instruments on multiple tracks. Just lovely. Maschine software in stand alone mode is just amazing in this aspect.
If I had a DAW that could be a midi clock slave I would use the Digitakt as clock master. (Think you can do that in Ableton, not sure. You sure can’t with Cubase…)
Overbridge will be cool as **** if it works to get all audio out and will sync. Don’t know if I actually need that but it’s hard to say before you tried it.